Metal Oxide Containing Catalyst Patents (Class 570/169)
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Patent number: 10577294Abstract: The present invention relates to a method for fluorinating a chlorinated compound including the steps of (a) placing said chlorinated compound in contact with gaseous hydrogen fluoride within a reactor and in the presence of a fluorination catalyst to produce a fluorinated compound, and (b) regenerating the fluorination catalyst used in step a), the step of regenerating the fluorination catalyst including (c) treating said fluorination catalyst with an oxidizing agent to form an oxidized fluorination catalyst, and (d) treating the oxidized fluorination catalyst obtained in step (c) with a gas mixture including a reducing agent.Type: GrantFiled: December 7, 2016Date of Patent: March 3, 2020Assignee: Arkema FranceInventors: David Andre, Dominique Deur-Bert, Dominique Garrait, Anne Pigamo, Laurent Wendlinger
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Patent number: 9556079Abstract: A new chromium-containing fluorination catalyst is described. The catalyst comprises an amount of zinc that promotes activity. The zinc is contained in aggregates which have a size across their largest dimension of up to 1 micron. The aggregates are distributed throughout at least the surface region of the catalyst and greater than 40 weight % of the aggregates contain a concentration of zinc that is within ±1 weight % of the modal concentration of zinc in those aggregates.Type: GrantFiled: September 4, 2009Date of Patent: January 31, 2017Assignee: MEXICHEM AMANCO HOLDING S.A. DE C.V.Inventor: Andrew P Sharratt
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Patent number: 9328432Abstract: Preparation of semiconductor nanocrystals and their dispersions in solvents and other media is described. The nanocrystals described herein have small (1-10 nm) particle size with minimal aggregation and can be synthesized with high yield. The capping agents on the as-synthesized nanocrystals as well as nanocrystals which have undergone cap exchange reactions result in the formation of stable suspensions in polar and nonpolar solvents which may then result in the formation of high quality nanocomposite films.Type: GrantFiled: June 20, 2014Date of Patent: May 3, 2016Assignee: PIXELLIGENT TECHNOLOGIES, LLCInventors: Zehra Serpil Gonen Williams, Yijun Wang, Robert J. Wiacek, Xia Bai, Linfeng Gou, Selina I. Thomas, Wei Xu, Jun Xu, Rakesh Patel
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Patent number: 9278895Abstract: The present invention provides a process of catalytic fluorination in gas phase of product 1,1,1,2,3-pentachloropropane or/and 1,1,2,2,3-pentachloropropane into product 2,3,3,3-tetrafluoropropene in presence of a catalyst.Type: GrantFiled: January 21, 2011Date of Patent: March 8, 2016Assignee: Arkema FranceInventors: Dominique Deur-Bert, Anne Pigamo, Nicolas Doucet, Laurent Wendlinger
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Patent number: 9187387Abstract: The present invention relates to a method for preparing fluorinated olefin compounds, in particular (chloro)fluoropropenes and (chloro)fluorobutenes, and specifically, the fluorinated compound 2,3,3,3-tetrafluoro-1-propene, including at least one step of fluorination, in the gaseous phase, with HF and at least one compound selected from the halopropenes having formula the CX3CHClCH2X and the halopropenes having the formulas CX3CC1?CH2, CClX2CCl?CH2 and CX2?CClCH2X, where X is, independently, a fluorine or chlorine atom, in the presence of oxygen and a fluorination catalyst suspended in a fluidized-bed reactor.Type: GrantFiled: November 29, 2012Date of Patent: November 17, 2015Assignee: Arkema FranceInventor: Jean-Luc Dubois
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Patent number: 9150480Abstract: A process for preparing fluorinated ethers, such as desflurane, comprises reacting the corresponding chlorinated ether, such as isoflurane, with anhydrous hydrogen fluoride in the vapor phase in the presence of chromia catalyst. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader quickly to ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the appended issued claims.Type: GrantFiled: January 6, 2006Date of Patent: October 6, 2015Assignee: HALOCARBON PRODUCTS CORPORATIONInventors: Joel Swinson, Barry Jones, Danny Graham, Neville Pavri
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Patent number: 8816140Abstract: The present invention provides a process for producing a fluorine-containing alkene of the general formula CF3(CX2)nCF?CH2, wherein X each independently represents F or Cl, and n is an integer of 0 to 2. The process includes a first reaction step of allowing a specific chlorine-containing compound to react with a fluorinating agent under increased pressure in a gas phase in the presence of at least one fluorination catalyst selected from the group consisting of chromium oxide and fluorinated chromium oxide, and a second reaction step of heating the product of the first reaction step in a gas phase under a pressure lower than the pressure in the first reaction step. The process of the present invention can produce a fluorine-containing alkene with a high selectivity with the use of a catalyst that can be easily handled, while suppressing production of by-products that cannot be easily converted into the target or separated.Type: GrantFiled: February 8, 2011Date of Patent: August 26, 2014Assignee: Daikin Industries, Ltd.Inventors: Daisuke Karube, Yuzo Komatsu, Atsushi Suzuki
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Patent number: 8772554Abstract: The present invention provides a method for efficiently preparing 2,3,3,3-tetrafluoropropene (HFO-1234yf) by a simple and economically advantageous method that is suitable for implementation on an industrial scale. The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene, comprising the step of: (1) in a reactor, (1-1) reacting 1,1,1,2,3-penta-chloropropane with hydrogen fluoride in an amount of 10 to 100 mol per mole of the 1,1,1,2,3-pentachloropropane 1; (1-2) in the presence of chromic oxide represented by composition formula: CrOm (1.5<m<3) or fluorinated chromic oxide obtained by fluorinating the chromic oxide; (1-3) in the presence of oxygen in an amount of 0.02 to 1 mol per mole of the 1,1,1,2,3-pentachloropropane; and (1-4) in the gas phase within a temperature range of 320 to 390 degrees centigrade, thereby obtaining a reaction product containing 2,3,3,3-tetrafluoropropene.Type: GrantFiled: June 22, 2012Date of Patent: July 8, 2014Assignee: Daikin Industries, Ltd.Inventors: Masatoshi Nose, Yuzo Komatsu
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Patent number: 8697923Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.Type: GrantFiled: August 19, 2013Date of Patent: April 15, 2014Assignee: Mexichem Amanco Holding S.A. de C.V.Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
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Patent number: 8664457Abstract: A production method of 3,3,3-trifluoropropene includes the step of hydrogenating 1-chloro-3,3,3-trifluoropropene with hydrogen (H2) in a gas phase in the presence of either of: (A) a catalyst having carried on a carrier at least one kind of transition metal selected from the group consisting of ruthenium, nickel, rhodium, iridium, iron, osmium and cobalt, or an oxide of said transition metal; (B) an oxide catalyst of copper and manganese; and (C) a catalyst having carried on a carrier palladium and at least one kind of element selected from the group consisting of bismuth, zinc, copper, silver, lanthanum, lead, zirconium, niobium, hafnium, magnesium, tin and arsenic.Type: GrantFiled: January 18, 2011Date of Patent: March 4, 2014Assignee: Central Glass Company, LimitedInventors: Fuyuhiko Sakyu, Yasuo Hibino
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Patent number: 8633340Abstract: The invention provides a process for preparing 1,1,1-trifluoro-2,3-dichloropropane (243db), which process comprises contacting 3,3,3-trifluoropropene (1243zf) with chlorine in the presence of a catalyst, wherein the catalyst comprises activated carbon, alumina and/or an oxide of a transition metal.Type: GrantFiled: April 9, 2009Date of Patent: January 21, 2014Assignee: Mexichem Amanco Holding S.A. de C.V.Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
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Patent number: 8629307Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.Type: GrantFiled: December 12, 2012Date of Patent: January 14, 2014Assignee: Mexichem Amanco S.A. de C.V.Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
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Patent number: 8552228Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.Type: GrantFiled: April 9, 2009Date of Patent: October 8, 2013Assignee: Mexichem Amanco Holdings S.A. de C.V.Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
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Patent number: 8546623Abstract: The invention relates to a process for preparing a C3-6 hydrofluoroalkene comprising dehydrohalogenating a C3-6 hydrohalofluoroalkane in the presence of a zinc/chromia catalyst.Type: GrantFiled: October 3, 2007Date of Patent: October 1, 2013Assignee: Mexichem Amanco Holding S.A. de C.V.Inventors: Andrew Paul Sharratt, Leslie Seddon
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Patent number: 8450537Abstract: A process is disclosed for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl. This process involves reacting at least one starting material selected from the group consisting of halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CH2CHF2, CF3CH?CHF and CF3CH?CHCl; and recovering the CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl from the product mixture. The molar ratio of HF to the total amount of starting materials fed to the reaction zone is at least stoichiometric, and the molar ratio of Cl2 to total amount of starting material fed to the reaction zone is 2:1 or less.Type: GrantFiled: October 23, 2012Date of Patent: May 28, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Publication number: 20130102815Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating theType: ApplicationFiled: December 12, 2012Publication date: April 25, 2013Applicant: Mexichem Amanco Holding S.A. de C.V.Inventor: Mexichem Amanco Holding S.A. de C.V.
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Patent number: 8426656Abstract: The disclosed integrated manufacturing process includes a combined liquid phase reaction and purification operation which directly produces trans-1-chloro-3,3,3-trifluoropropene and 3-chloro-1,1,1,3-tetrafluoropropane which is a precursor to the manufacture of trans-1,3,3,3-tetrafluoropropene. The mixture of co-products is easily separated by conventional distillation and 3-chloro-1,1,1,3-tetrafluoropropane is then dehydrochlorinated to produce trans-1,3,3,3-tetrafluoropropene by contacting in the liquid phase with a caustic solution or in the vapor phase using a dehydrochlorination catalyst.Type: GrantFiled: April 5, 2010Date of Patent: April 23, 2013Assignee: Honeywell International Inc.Inventors: Daniel C. Merkel, Robert Johnson, Hsueh Sung Tung, Haiyou Wang, Konstantin A. Pokrovski
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Publication number: 20130060068Abstract: A process is disclosed for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl. This process involves reacting at least one starting material selected from the group consisting of halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CH2CHF2, CF3CH?CHF and CF3CH?CHCl; and recovering the CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl from the product mixture. The molar ratio of HF to the total amount of starting materials fed to the reaction zone is at least stoichiometric, and the molar ratio of Cl2 to total amount of starting material fed to the reaction zone is 2:1 or less.Type: ApplicationFiled: October 23, 2012Publication date: March 7, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventor: E I DU PONT DE NEMOURS AND COMPANY
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Patent number: 8318992Abstract: A process is disclosed for making CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CH2CH2X, halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CF2CH3, CF3CF?CH2, and CF3CCl?CH2; and recovering the CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl.Type: GrantFiled: October 31, 2007Date of Patent: November 27, 2012Assignee: E I du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 8309774Abstract: The invention is directed to a process for preparing 2,2,2,3-tetrafluoropropene (1234yf), comprising: (i) contacting 1,1,2,3-tetrachloropropene (1230xa) with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 2,2,2,3-tetrafluoropropene (1234yf) and a second stream comprising HF, 2-chloro-3,3,3-trifluoro-1-propene (1233xf) and 1,1,1,2,2-pentafluoropropane (245cb); (iii) recycling at least a part of the second stream at least in part back to step (i).Type: GrantFiled: March 9, 2012Date of Patent: November 13, 2012Assignee: Arkema FranceInventors: Anne Pigamo, Dominique Deur-Bert, Laurent Wendlinger
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Patent number: 8269052Abstract: The invention relates to a method for producing pentafluoroethane, and especially to a method comprising (i) a step during which perchloroethylene and optionally 2,2-dichloro-1,1,1-trifluoroethane and/or 2-chloro-1,1,1,2-tetrafluoroethane react(s) with hydrofluoric acid in a gaseous phase in the presence of a catalyst in an adiabatic multi-stage reactor, and optionally (ii) a step of separating the flow produced in step (i) in order to obtain a fraction of light products and a fraction of heavy products.Type: GrantFiled: May 9, 2007Date of Patent: September 18, 2012Assignee: Arkema FranceInventors: Bertrand Collier, Géraldine Cavallini, Béatrice Boussand
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Patent number: 8232434Abstract: A novel process for producing a fluoroalkyl iodide telomer is provided, which is able to obtain a fluoroalkyl iodide telomer having a desired chain length, efficiently. A fluoroalkyl iodide represented by the general formula RfI (wherein Rf is a C1-10 fluoroalkyl group) and tetrafluoroethylene are used as a telogen and a taxogen, respectively. These compounds are supplied to a distillation apparatus. In a reaction zone located in an intermediate part of the distillation apparatus, the compounds are subjected to a telomerization reaction in the presence of a metal catalyst with heating to generate a fluoroalkyl iodide telomer represented by the general formula Rf(CF2CF2)nI (wherein Rf is the same as defined above and n is an integer of 1-4). Thereafter, a fraction comprising the fluoroalkyl iodide telomer is separated by distillation.Type: GrantFiled: March 30, 2009Date of Patent: July 31, 2012Assignee: Daikin Industries, Ltd.Inventors: Takeomi Hirasaka, Yoshinori Tanaka
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Patent number: 8207383Abstract: The present invention provides a process for preparing 1234yf, comprising: (i) contacting 1233xf with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 1234yf and a second stream comprising HF, unreacted 1233xf and 245cb; (iii) recycling at least a part of the second stream at least in part back to step (i).Type: GrantFiled: December 23, 2010Date of Patent: June 26, 2012Assignee: Arkema FranceInventors: Dominique Deur-Bert, Laurent Wendlinger, Anne Pigamo
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Patent number: 8207384Abstract: The invention provides a process for preparing 1234yf, comprising: (i) contacting 243db with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 1234yf and a second stream comprising HF, 1233xf and 245cb; (iii) recycling at least a part of the second stream at least in part back to step (i).Type: GrantFiled: December 23, 2010Date of Patent: June 26, 2012Assignee: Arkema FranceInventors: Laurent Wendlinger, Anne Pigamo, Dominique Deur-Bert
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Publication number: 20120116131Abstract: A new chromium-containing fluorination catalyst is described. The catalyst comprises an amount of zinc that promotes activity. The zinc is contained in aggregates which have a size across their largest dimension of up to 1 micron. The aggregates are distributed throughout at least the surface region of the catalyst and greater than 40 weight % of the aggregates contain a concentration of zinc that is within ±1 weight % of the modal concentration of zinc in those aggregates.Type: ApplicationFiled: September 4, 2009Publication date: May 10, 2012Applicant: Mexichem Amanco Holdings S.A. DE C.V.Inventor: Andrew P. Sharratt
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Patent number: 8158836Abstract: The invention is directed to a process for preparing 2,3,3,3-tetrafluoropropene (1234yf), comprising: (i) contacting 1,1,2,3-tetrachloropropene (1230xa) with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 2,3,3,3-tetrafluoropropene (1234yf) and a second stream comprising HF, 2-chloro-3,3,3-trifluoro-1-propene (1233xf) and 1,1,1,2,2-pentafluoropropane (245cb); (iii) recycling at least a part of the second stream at least in part back to step (i).Type: GrantFiled: December 23, 2010Date of Patent: April 17, 2012Assignee: Arkema FranceInventors: Anne Pigamo, Dominique Deur-Bert, Laurent Wendlinger
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Patent number: 8110713Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).Type: GrantFiled: May 21, 2007Date of Patent: February 7, 2012Assignee: Arkema FranceInventors: Béatrice Boussand, Sylvain Perdrieux
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Patent number: 8071826Abstract: A process for the preparation of 2,3,3,3-tetrafluoropropene (HFO-1234yf). HFO-1234yf is a refrigerant with low global warming potential. A process comprises a) reacting chlorotrifluoroethylene with a methyl halide to form an intermediate product stream; and b) reacting the intermediate product stream with hydrogen fluoride to thereby produce a result comprising 2,3,3,3-tetrafluoropropene.Type: GrantFiled: February 24, 2009Date of Patent: December 6, 2011Assignee: Honeywell International Inc.Inventor: Michael Van Der Puy
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Patent number: 8058487Abstract: The present invention relates to a continuous process for the fluorination of perchloroethylene (PER) in the gas phase in a single stage with hydrofluoric acid (HF) in the presence of a catalyst to give, as major product, pentafluoroethane. The process is characterized in that it is carried out at a temperature of between 280 and 430° C. and with an HF/PER molar ratio of greater than or equal to 20.Type: GrantFiled: November 30, 2006Date of Patent: November 15, 2011Assignee: Arkema FranceInventors: Beatrice Boussand, Michel Devic
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Patent number: 8053611Abstract: A process is disclosed for the manufacture of 1,1,1,3,3,3-hexafluoropropane and 1,1,1,2,3,3-hexafluoropropane, hexafluoropropene and/or 1,1,1,2,3,3,3-heptafluoropropane. The process involves (a) reacting HF, Cl2, and at least one halopropene of the formula CX3CCl?CClX (where each X is independently F or Cl) to produce a product comprising CF3CCl2CF3 and CF3CClFCClF2; (b) reacting CF3CCl2CF3 and CF3CClFCClF2 produced in (a) with hydrogen, optionally in the presence of HF, to produce a product comprising CF3CH2CF3 and at least one of CHF2CHFCF3, CF3CF?CF2 and CF3CFHCF3; and (c) recovering from the product produced in (b), CF3CH2CF3 and at least one of CHF2CHFCF3, CF3CF?CF2 and CF3CFHCF3. In (a), the CF3CCl2CF3 and CF3CClFCClF2 are produced in the presence of a chlorofluorination catalyst including (i) a crystalline alpha-chromium oxide where at least 0.Type: GrantFiled: August 4, 2006Date of Patent: November 8, 2011Assignee: E. I. du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
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Patent number: 8017817Abstract: A process for the manufacture of CF3CH?CF2 and CF3CF?CHF is disclosed. The process involves (a) reacting HF and chlorine and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or Cl) to produce a product including both CF3CCI2CF3 and CF3CCIFCCIF2; (b) reacting CF3CCI2CF3 and CF3CCIFCCIF2 produced in (a) with hydrogen to produce a product including both CF3CH2CF3 and CF3CHFCHF2; (c) dehydrofluorinating CF3CH2CF3 and CF3CHFCHF2 produced in (b) to produce a product including both CF3CH?CF2 and CF3CF?CHF; and (d) recovering CF3CH?CF2 and CF3CF?CHF from the product produced in (c). In (a), both CF3CCI2CF3 and CF3CCIFCCIF2 are produced in the presence of a chlorofluorination catalyst consisting of (i) compositions comprising a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by copper, and (H) compositions of (i) which have been treated with a fluorinating agent.Type: GrantFiled: August 4, 2006Date of Patent: September 13, 2011Assignee: E.I. du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
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Publication number: 20110112340Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.Type: ApplicationFiled: April 9, 2009Publication date: May 12, 2011Inventors: John W. Smith, Claire Mcguiness, Andrew P. Sharratt
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Publication number: 20110105808Abstract: A process for the manufacture of CF3CH?CF2 and CF3CF?CHF is disclosed. The process involves (a) reacting HF and chlorine and at least one halopropene of the formula CX3CCl?CClX (where each X is independently F or Cl) to produce a product including both CF3CCl2CF3 and CF3CCIFCClF2; (b) reacting CF3CCl2CF3 and CF3CCIFCClF2 produced in (a) with hydrogen to produce a product including both CF3CH2CF3 and CF3CHFCHF2; (c) dehydrofluorinating CF3CH2CF3 and CF3CHFCHF2 produced in (b) to produce a product including both CF3CH?CF2 and CF3CF?CHF; and (d) recovering CF3CH?CF2 and CF3CF?CHF from the product produced in (c). In (a), both CF3CCl2CF3 and CF3CCIFCClF2 are produced in the presence of a chlorofluorination catalyst consisting of (i) compositions comprising a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by copper, and (H) compositions of (i) which have been treated with a fluorinating agent.Type: ApplicationFiled: August 4, 2006Publication date: May 5, 2011Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
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Publication number: 20110060171Abstract: The present invention relates to a process for the manufacture of pentafluoroethane. It more particularly relates to a process for the manufacture of pentafluoroethane by gas-phase fluorination of perchloroethylene (PER) in the presence of a catalyst, characterized in that (i) the reaction of the PER with HF is carried out with an HF/PER molar ratio of greater than or equal to 20 and a pressure of greater than 5 bar absolute, and that (ii) the stream leaving this reaction step is recycled directly to the reaction step after separation of pentafluoroethane and of HCl.Type: ApplicationFiled: October 10, 2007Publication date: March 10, 2011Applicant: Arkema FranceInventors: Béatrice Boussand, Emmanuel Guiraud
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Publication number: 20100280292Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).Type: ApplicationFiled: May 21, 2007Publication date: November 4, 2010Inventor: Bertrand Collier
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Publication number: 20100210884Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).Type: ApplicationFiled: May 21, 2007Publication date: August 19, 2010Applicant: Arkema FranceInventors: Béatrice Boussand, Sylvain Perdrieux
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Publication number: 20100168482Abstract: A process is disclosed for making CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CH2CH2X, halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CF2CH3, CF3CF?CH2, and CF3CCl?CH2; and recovering the CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl.Type: ApplicationFiled: October 31, 2007Publication date: July 1, 2010Applicant: E.I. DU PONT DE NEMOURS AND COMPANYInventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Publication number: 20100152503Abstract: A crystalline alpha-chromium oxide where from about 0.05 atom % to about 5 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper (Cu+2) atoms is disclosed. Also disclosed is a chromium-containing catalyst composition comprising as a chromium-containing component the crystalline copper-substituted alpha-chromium oxide; and methods for preparing a composition comprising the crystalline copper-substituted alpha-chromium oxide. One method involves (a) co-precipitating a solid by adding ammonium hydroxide to an aqueous solution of a soluble copper salt and a soluble trivalent chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a copper concentration of from about 0.Type: ApplicationFiled: August 4, 2006Publication date: June 17, 2010Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Sievert, Shekhar Subramoney
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Patent number: 7714177Abstract: Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene comprising: a) reacting a compound of the formula (I) CHFX2 with a compound of formula (II) CH2?CF2 to produce a reaction product comprising a compound of formula (III) CHXFCH2CXF2, wherein each X is independently selected from the group consisting of chlorine, bromine and iodine; and (b) exposing said compound of formula (III) to reaction conditions effective to convert said compound to 1,3,3,3-tetrafluoropropene.Type: GrantFiled: January 7, 2008Date of Patent: May 11, 2010Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy
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Publication number: 20090326284Abstract: The invention relates to a method for producing pentafluoroethane, and especially to a method comprising (i) a step during which perchloroethylene and optionally 2,2-dichloro-1,1,1-trifluoroethane and/or 2-chloro-1,1,1,2-tetrafluoroethane react(s) with hydrofluoric acid in a gaseous phase in the presence of a catalyst in an adiabatic multi-stage reactor, and optionally (ii) a step of separating the flow produced in step (i) in order to obtain a fraction of light products and a fraction of heavy products.Type: ApplicationFiled: May 9, 2007Publication date: December 31, 2009Applicant: Arkema FranceInventors: Bertrand Collier, Géraldine Cavallini, Béatrice Boussand
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Publication number: 20090137853Abstract: A process for the manufacture of CF3CH2CHF2 and/or CF3CH2CF3 is disclosed. The process involves (a) reacting HF and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or Cl) to produce a product including both CF3CCI?CF2 and CF3CHCICF3; (b) reacting CF3CCI?CF2 and/or CF3CHCICF3 produced in (a) with hydrogen to produce a product including CF3CH2CHF2 and/or CF3CH2CF3; and (c) recovering CF3CH2CHF2 and/or CF3CH2CF3 from the product produced in (b). In (a), the CF3CCI?CF2 and CF3CHCICF3 are produced in the presence of a fluorination catalyst comprising at least one chromium-containing component selected from (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.Type: ApplicationFiled: August 4, 2006Publication date: May 28, 2009Inventors: Velliyur Nott Mallikarjuna Rao, David H. Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
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Publication number: 20090124836Abstract: A process is disclosed for the manufacture of CF3CH2CHF2 and CF3CHFCH2F. The process involves (a) reacting hydrogen fluoride, chlorine, and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or CI) to produce a product including both CF3CCI2CCIF2 and CF3CCIFCCI2F; (b) reacting CF3CCI2CCIF2 and CF3CCIFCCI2F produced in (a) with hydrogen to produce a product including both CF3CH2CHF2, and CF3CHFCH2F; and (c) recovering CF3CH2CHF2 and CF3CHFCH2F from the product produced in (b). In (a), the CF3CCI2CF3 and CF3CCIFCCIF2 are produced in the presence of a chlorofluorination catalyst including (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and/or (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.Type: ApplicationFiled: August 4, 2006Publication date: May 14, 2009Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
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Patent number: 7524999Abstract: A process for the preparation of 1,1,1,3,3,3-hexafluoropropane is disclosed. The process involves (a) contacting at least one halopropane of the formula CF3CH2CHyX3-y (where each X is independently F, Cl or Br, and y is 3, 2, or 1) with Cl?2#191 in the presence of light or a free radical initiator to produce a mixture comprising CF3CH2CCIyX3-y; (b) contacting the CF3CH2CCIyX3-y produced in step (a) with HF, optionally in the presence of a fluorination catalyst, to produce a product mixture comprising CF3CH2CF3; and (c) recovering CF3CH2CF3 from the mixture produced in step (b).Type: GrantFiled: December 19, 2005Date of Patent: April 28, 2009Assignee: E. I. du Pont de Nemours and CompanyInventors: Mario Joseph Nappa, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 7504358Abstract: A crystalline alpha-chromium oxide where from about 0.05 atom % to about 2 atom % of the chromium atoms in the alpha-chromium oxide lattice are substituted by nickel atoms, and optionally, additional chromium atoms in the alpha-chromium oxide lattice are substituted by trivalent cobalt atoms (provided that the total amount of the nickel atoms and the trivalent cobalt atoms in the alpha-chromium oxide lattice is no more than 6 atom %) is disclosed. Also disclosed is a chromium-containing catalyst composition comprising as a chromium-containing component the crystalline substituted alpha-chromium oxide; and a method for preparing a composition comprising the crystalline substituted alpha-chromium oxide.Type: GrantFiled: August 21, 2003Date of Patent: March 17, 2009Assignee: E. I. du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen C. Sievert, Shekhar Subramoney, Munirpallam Appadorai Subramanian
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Publication number: 20080207963Abstract: A method for preparing a catalyst composition suitable for increasing the fluorine content in a hydrocarbon or a halogenated hydrocarbon is disclosed. The method involves (a) co-precipitating a solid by adding ammonium hydroxide to an aqueous solution of a soluble trivalent chromium salt and a soluble salt of a modifier metal selected from silver and palladium, that contains at least three moles of nitrate (i.e., NO3?) per mole of chromium (i.e., Cr+3) in the solution and has a modifier metal concentration of from about 0.05 atom % to about 10 atom % of the total concentration of modifier metal and chromium in the solution to form an aqueous mixture containing co-precipitated solid and dissolved ammonium nitrate; and after at least three moles of ammonium hydroxide per mole of chromium in the solution has been added to the solution, (b) drying said aqueous mixture formed in (a); and (c) calcining the dried solid formed in (b) in an atmosphere containing at least 10% oxygen by volume (e.g., air).Type: ApplicationFiled: February 21, 2008Publication date: August 28, 2008Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Publication number: 20080207964Abstract: A catalyst composition is disclosed that includes chromium, oxygen, and gold as essential constituent elements. The amount of gold in the composition is from about 0.05 atom % to about 10 atom % based on the total amount of chromium and gold. Also disclosed is a process for changing the fluorine distribution (i.e., content and/or arrangement) in a hydrocarbon or halogenated hydrocarbon in the presence of the catalyst composition; and methods for preparing said catalyst composition. One preparation method involves; (a) co-precipitating a solid by adding ammonium hydroxide (aqueous ammonia) to an aqueous solution of a soluble gold salt and a soluble chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a gold content of from about 0.Type: ApplicationFiled: February 21, 2008Publication date: August 28, 2008Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert, H. David Rosenfeld, Shekhar Subramoney
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Publication number: 20080207962Abstract: A catalyst composition is disclosed that includes chromium, oxygen, and at least two of gold, silver, and palladium as essential constituent elements. The amount of modifier metals (gold, silver, and/or palladium) in the composition is from about 0.05 atom % to about 10 atom % based on the total amount of chromium and modifier metals. Also disclosed is a process for changing the fluorine distribution (i.e., content and/or arrangement) in a hydrocarbon or halogenated hydrocarbon in the presence of the catalyst composition; and methods for preparing said catalyst composition. One preparation method involves (a) co-precipitating a solid by adding ammonium hydroxide (aqueous ammonia) to an aqueous solution of soluble salts of modifier metals and a soluble chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a modifier metal content of from about 0.Type: ApplicationFiled: February 21, 2008Publication date: August 28, 2008Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 7371905Abstract: A process for producing fluorinated C1 HFCs comprising fluorinating a reactive organic compound to produce a reaction product comprising at least the desired C1 HFC, unreacted reactive organic compound and a byproduct having a boiling point between the boiling point of said desired hydrofluorocarbon compound and said reactive organic compound; and removing from the reaction product at least a substantial portion of the byproduct to produce a high purity product stream.Type: GrantFiled: October 17, 2003Date of Patent: May 13, 2008Assignee: Honeywell International Inc.Inventors: Rajat S. Basu, Lawrence F. Mullan, Peter H. Scheidle, Steven J. Bass, Addison M. Smith
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Patent number: 7348461Abstract: Methods and materials are provided for the production of essentially isomerically pure perhalogenated and partially halogenated compounds. One embodiment of the present invention provides a process for the production of essentially isomerically pure CFC-216aa. Other embodiments include processes for the production of CFC-217ba and HFC-227ea. Particular embodiments of the present invention provide separation techniques for the separation of chlorofluorocarbons from HF, from other chlorofluorocarbons, and the separation of isomers of halogenated compounds. Still other embodiments of the present invention provide catalytic synthetic techniques that demonstrate extended catalyst lifetime. In other embodiments, the present invention provides catalytic techniques for the purification of isomeric mixtures.Type: GrantFiled: October 31, 2003Date of Patent: March 25, 2008Assignee: Great Lakes Chemical CorporationInventors: Yuichi Iikubo, Stephen Owens, Mitchel Cohn, Stephan M. Brandstadter, Vicki E. Hedrick, Janet K. Boggs, John Qian, Julie Sacarias
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Patent number: 7345209Abstract: Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene that comprises, in one preferred embodiment, providing a compound of the formula CF3CH2CHFX, wherein X is a selected from the group consisting of chlorine, bromine and iodine, and exposing said compound to reaction conditions effective to convert said compound to 1,3,3,3-tetrafluoropropene. Other processes for forming 1,3,3,3-tetrafluoropropene are also disclosed.Type: GrantFiled: April 29, 2005Date of Patent: March 18, 2008Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy